(3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal

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Chemical Name:(3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal
CAS No.:1466415-27-9
Molecular Formula:C₃₈H₆₂O₅Si₂
Molecular Weight:655.078
Hs Code.:

Synonyms:(3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal

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Chemical Property of (3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal

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Technology Process of (3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal

There total 3 articles about (3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

: 1466415-26-8
(3R,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptan-1-ol

: 1466415-27-9
(3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1002/chem.201301796

Reference yield:

: tert-butyl(2-((2S,4S/R,6S)-6-((3S,5R)-3-(tert-butyldimethylsilyloxy)-5-methoxy-7-(4-methoxybenzyloxy)-2-methylheptan-2-yl)-4-iodotetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

: 1466415-27-9
(3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydrogencarbonate; palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 2 h / 20 °C / Inert atmosphere

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 0.83 h / 0 °C

3: Dess-Martin periodane / dichloromethane / 4 h / 0 °C

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water; ethyl acetate;
DOI:10.1002/chem.201301796

Reference yield:

: 1466415-25-7
tert-butyl(2-((2R,6S)-6-((3S,5R)-3-(tert-butyldimethylsilyloxy)-5-methoxy-7-(4-methoxybenzyloxy)-2-methylheptan-2-yl)tetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

: 1466415-27-9
(3S,5S)-5-(tert-butyldimethylsilyloxy)-6-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-3-methoxy-6-methylheptanal

Guidance literature:: Multi-step reaction with 2 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 0.83 h / 0 °C

2: Dess-Martin periodane / dichloromethane / 4 h / 0 °C

With Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1002/chem.201301796